Dog Boarding in Silver Spring, Milwaukee

Find a loving dog sitter to watch your dog overnight at your sitter's home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

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Cindy T.
1.
TOTAL DOG LOVER :)Wauwatosa, WI, 53222
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Cindy was the best pet sitter! We were new to the area and traveled out of state frequently. She took fantastic care of our pups, Claude and Betty. When we move… (more)

from
$35
per night
Kim M.
2.
Kim 
Verified Enhanced Background Check
Fenced yard and lots of love!Timmerman West, MILWAUKEE, WI, 53225
Dog Boarding

Kim and Joe watched our pups at the last minute and were so wonderful! Our dogs have quite a bit of specific instructions and needs and they were so accommodati… (more)

from
$27
per night
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Michelle B.
For the Love of the Dog-WI™Pheasant Run, Milwaukee, WI, 53224
Dog Boarding

Our dog had a great time playing during her 8 day stay! She came home happy, healthy, and worn out. Michelle was very accommodating to our drop off/pick up time… (more)

from
$38
per night
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Rebecca & Nick K.
AVID DOG LOVERS AND FOSTERINGLong View, Milwaukee, WI, 53218
Dog Boarding, Doggy Day Care

Rebecca has watched my Bullseye a few times. Her home is very dog friendly. She has 2 small dogs who are so sweet and love trying to play with my big guy. She t… (more)

from
$49
per night
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Angela K.
5.
We’ll Keep Their Tail WagginMenomonee Falls, WI, 53051
Dog Boarding, Drop-In Visits, Doggy Day Care

Maddie came home exhausted after playing at Angela’s. Angela is always responsive and sends pictures and updates. Maddie really enjoys going there. (more)

from
$35
per night
Confirmed availability: Memorial Day
I’m a dog lover! ?Lincoln Creek, Milwaukee, WI, 53216
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kadijah was great! Would definitely feel comfortable having her board my dog again and would recommend her to any friends or family that needed a dog boarded. … (more)

from
$60
per night
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7.
Multiple walks and cuddles!Washington Heights, Milwaukee, WI, 53208
Dog Boarding, Doggy Day Care

Deann was great! Quickly responsive, nice, & friendly. Deann also sent pictures of my dog every day and he always seemed happy and like he was very excited to b… (more)

from
$35
per night
Calendar Recently Updated
8.
Fenced in yard with homemade treatsMenomonee Falls, WI, 53051
Dog Boarding

Jayce had an amazing time spending four days with April, Lupo and Niko. It was our first time using Rover and April made it an awesome experience! Very communic… (more)

from
$35
per night
Confirmed availability: Memorial Day
9.
Your pets are in good paws with us.Silver Spring, Milwaukee, WI, 53218
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Fonshe is a great pet sitter. She dog sit my Chloe for me and my Chloe loved her. They got along great! Your going to fall in love with her, she’s the best!! (more)

from
$26
per night
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10.
Love to walk and cuddle.Whitefish Bay, WI, 53217
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Rhonda was great! We booked her to watch our recently adopted dog during a family vacation. We loved getting day updates on our dog and pictures/videos. We knew… (more)

from
$30
per night
Confirmed availability: Memorial Day
11.
Wee looove the fur babies ♥️Kops Park, Milwaukee, WI, 53222
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Yisel was absolutely wonderful! Lots of updates and it was obvious our dog had a great time! (more)

from
$40
per night
We’ll meet your dog's needs!Grasslyn Manor, Milwaukee, WI, 53216
Dog Boarding, Drop-In Visits, Dog Walking

Elizabeth and her family are awesome. She took excellent care of Lovey and kept me updated with daily pictures and messages. I would rebook without hesistatio… (more)

from
$32
per night
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13.
Dog lover work from homeWest Allis, WI, 53214
Dog Boarding, Doggy Day Care

It was our dogs first time away from us for a whole week!!! I was very nervous, but Jill was amazing! Send me pictures and kept me updated! Definitely recommend… (more)

from
$45
per night
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14.
Accommodating, responsible, lovingKops Park, MILWAUKEE, WI, 53222
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Sara was such a great choice for my dog. It was very late notice but she really came through and took great care of Bubba. She updated me multiple times during … (more)

from
$34
per night
Calendar Recently Updated
Two for one love!Brookfield, WI, 53005
Dog Boarding

Becca and Bobbie were wonderful with Dickens. He played a lot with Dusty and got lots of love too. Their home was pleasant and Dickens felt happy there from t… (more)

from
$50
per night
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Open and flexible dog attendeeKilbourn Town, 53233, WI, 53233
Dog Boarding, Doggy Day Care, Dog Walking

Milo has a blast with Isabella and Wally! She gave me daily updates so I known he was in good hands. I’ll definitely be rebooking when I need a sitter! (more)

from
$35
per night
Confirmed availability: Memorial Day
17.
We can’t wait to meet your pup!Wauwatosa, WI, 53222
Dog Boarding, Drop-In Visits, Doggy Day Care

Sarah took our girls in very last minute for an over night stay and they had a great time, both came back tired from playing! She sent pics and kept us updated … (more)

from
$30
per night
Calendar Recently Updated
18.
Jen 
Verified Background Check
Unoffended by slobber & muddy pawsEnderis Park, Milwaukee, WI, 53210
Dog Boarding, Doggy Day Care

Jen was an amazing sitter for my chug Izzy! She was patient with my somewhat shy dog, who quickly grew close with the family. Thank you again! We’ll be in touch… (more)

from
$27
per night
Calendar Recently Updated
19.
I love pets! Pets are family :)Avenues West, Milwaukee, WI, 53233
Dog Boarding, Drop-In Visits, Dog Walking

Megan has been a dog lover since she was a toddler. She grew up with a dog from birth and later helped raise a puppy starting at 10 years old. Over the years … (more)

from
$35
per night
Calendar Recently Updated
20.
Loving your dogs, like family!Glendale, WI, 53209
Dog Boarding

Kelsey and Justin are awesome - my pup Sophia was right at home with their little pup Toby. Kelsey provided a handful of photos even though it was only for one … (more)

from
$50
per night

Dog lovers in Silver Spring, Milwaukee, WI love dog sitters on Rover.com. Over 1,089 pet owners have reviewed dog sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable dog boarding in Milwaukee can be when you book with Rover. Wondering how much it might cost to book dog boarding? Check out our average dog boarding rates to get an idea before contacting a dog sitter near you.

Never beg a friend to watch your dog again, and no more dog kennels. With Rover.com, you can find your the perfect Silver Spring dog sitter in seconds. When you book dog boarding on Rover, your dog will enjoy a loving, relaxing stay in your dog sitter's home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers pet boarding for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care, right in their sitter's home. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach dog sitters in Silver Spring, Milwaukee, WI who can provide the care your dog needs, when they need it.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Silver Spring, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including: